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Cyclo(L-Pro-L-Trp-)

Product Name
Cyclo(L-Pro-L-Trp-)
CAS No.
38136-70-8
Chemical Name
Cyclo(L-Pro-L-Trp-)
Synonyms
c(Trp-Pro);Brevianamide F;Cyclo(-Trp-Pro);Cyclo(L-Trp-L-Pro-);Cyclo(L-Pro-L-Trp-);Eptifibatide Impurity 11;Cyclo-L-tryptophyl-L-proline;Brevianamide F, 10 mM in DMSO;L-Prolyl-L-tryptophan anhydride;Trp-Pro-diketopiperazine Eptifibatide
CBNumber
CB72232479
Molecular Formula
C16H17N3O2
Formula Weight
283.33
MOL File
38136-70-8.mol
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Cyclo(L-Pro-L-Trp-) Property

Melting point:
165-167 °C
Boiling point:
633.2±48.0 °C(Predicted)
Density 
1.37±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
13.20±0.40(Predicted)
color 
White to Off-White
InChI
InChI=1S/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14-/m0/s1
InChIKey
RYFZBPVMVYTEKZ-KBPBESRZSA-N
SMILES
[C@@]12([H])CCCN1C(=O)[C@H](CC1C3=C(NC=1)C=CC=C3)NC2=O
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3432
Product name
Brevianamide F
Purity
≥98% (HPLC)
Packaging
5MG
Price
$63.27
Updated
2025/07/31
Sigma-Aldrich
Product number
SML3432
Product name
Brevianamide F
Purity
≥98% (HPLC)
Packaging
25MG
Price
$268
Updated
2025/07/31
Cayman Chemical
Product number
23493
Product name
Brevianamide F
Purity
≥98%
Packaging
5mg
Price
$50
Updated
2024/03/01
Cayman Chemical
Product number
23493
Product name
Brevianamide F
Purity
≥98%
Packaging
10mg
Price
$90
Updated
2024/03/01
Cayman Chemical
Product number
23493
Product name
Brevianamide F
Purity
≥98%
Packaging
25mg
Price
$176
Updated
2024/03/01
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Cyclo(L-Pro-L-Trp-) Chemical Properties,Usage,Production

Description

Brevianamide F is an alkaloid metabolite produced by various Streptomyces, Actinomycetes, and Aspergillus strains that has diverse biological activities. It inhibits growth of M. luteus and S. aureus in an inhibitory disc assay when used at a concentration of 30 μg/disc as well as the Bacille Calmette-Guerin M. bovis strain (MIC = 12.5 μg/ml). Brevianamide F has antifouling activity, inhibiting attachment of B. neritina larvae to PVC plates without inducing lethality (EC50 = 6.35 μg/ml; LC50 = >200 μg/ml in paint used to coat PVC plates).

Uses

Brevianamide F is used in the preparation, reactions, medicinal and cheical propreties of diketopiperazines as bioactive natural products. Acts as a reagent in the total synthesis and antitumor activity in vitro of glioperazine C and its derivatives, synthesis and biological evaluation of a post-synthetically trp-based diketopiperazine and it’s antitumor structure-activity relationship.

Definition

ChEBI: A pyrrolopyrazine that is hexahydropyrrolo[1,2-a]pyrazine-1,4-dione bearing an indol-3-ylmethyl substituent at position 3 (the 3S,8aS-diastereomer, obtained by formal cyclocondensation of L-tr ptophan and L-proline).

IC 50

PI3Kα: 4.8 μM (IC50)

References

[1] XIAO-YONG ZHANG. Antifouling potentials of eight deep-sea-derived fungi from the South China Sea.[J]. Journal of Industrial Microbiology & Biotechnology, 2014, 41 4: 741-748. DOI: 10.1007/s10295-014-1412-9
[2] RAOUDHA BEN AMEUR MEHDI. Five naturally bioactive molecules including two rhamnopyranoside derivatives isolated from the Streptomyces sp. strain TN58.[J]. Natural Product Research, 2009: 1095-1107. DOI: 10.1080/14786410802362352
[3] PEI HUANG. Anti-MRSA and anti-TB metabolites from marine-derived Verrucosispora sp. MS100047[J]. Applied Microbiology and Biotechnology, 2016, 100 17: 7437-7447. DOI: 10.1007/s00253-016-7406-y

Cyclo(L-Pro-L-Trp-) Preparation Products And Raw materials

Raw materials

Preparation Products

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Cyclo(L-Pro-L-Trp-) Suppliers

China 86 India 2 United States 9 Global 97
Musechem
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+1-800-259-7612
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+1-800-259-7612
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info@musechem.com
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United States
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TargetMol Chemicals Inc.
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+1-781-999-5354; +17819995354
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marketing@targetmol.com
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United States
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32435
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InvivoChem
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+1-708-310-1919 +1-13798911105
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708-557-7486
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sales@invivochem.cn
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BOC Sciences
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+1-631-485-4226
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1-631-614-7828
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inquiry@bocsci.com
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TargetMol Chemicals Inc.
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support@targetmol.com
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Cayman Chemical Company
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MedChemExpress
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Combi-Blocks Inc.
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View Lastest Price from Cyclo(L-Pro-L-Trp-) manufacturers

Career Henan Chemical Co
Product
Cyclo(L-Pro-L-Trp-) 38136-70-8
Price
US $1.00/ASSAYS
Min. Order
1ASSAYS
Purity
95%~99%
Supply Ability
per week:100kg
Release date
2019-09-05

38136-70-8, Cyclo(L-Pro-L-Trp-)Related Search:

L-Aspartic acid, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-, (1→3')-disulfide with L-tryptophyl-L-prolyl-L-cysteinamide (9CI) Eptifibatide impurity 3/Deamidated Eptifibatide Impurity/(3R,11S,17S,20S,25aS)-20-((1H-indol-3-yl)Methyl)-17-(carboxymethyl)-11-(4-guanidinobutyl)-1,9,12,15,18,21-hexaoxodocosahydro-1H-pyrrolo[2,1-g][1,2,5,8,11,14,17,20]dithiahexaazacyclotricosine-3-carbo L-Cysteinamide, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-α-aspartyl-L-tryptophyl-L-prolyl-, bimol. cyclic (1→1'),(6→6')-bis(disulfide) N-[2-(Phenylmethyl)phenyl]-2-chloroacetamide Acetamide, 2-methoxy-N-[2-(phenylmethyl)phenyl]- Methanone, (2-aminophenyl)phenyl-, hydrazone, (Z)- L-Cysteinamide, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycylglycyl-L-α-aspartyl-L-tryptophyl-L-prolyl-, cyclic (1→7)-disulfide (9CI) Benzamide, N-[(6,11-dihydro-5H-dibenz[b,e]azepin-6-yl)methyl]-2-(hydroxymethyl)- 7-Bromo Epinastine Eptifibatide non cyclic impurity 3'-Hydroxyacetophenone 6-Chloromethylmorphanthridine Acetamide, 2-(1-methylethoxy)-N-[2-(phenylmethyl)phenyl]-

  • (3S)-2,3,6,7,8,8aα-Hexahydro-3β-(1H-indol-3-ylmethyl)pyrrolo[1,2-a]pyrazine-1,4-dione
  • (3S,8aα)-3β-(1H-Indole-3-ylmethyl)octahydropyrrolo[1,2-a]pyrazine-1,4-dione
  • Brevianamide F
  • Cyclo(L-Pro-L-Trp-)
  • Cyclo(L-Trp-L-Pro-)
  • (3S,8AS)-3-(1H-INDOL-3-YLMETHYL)HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE
  • Cyclo(-Trp-Pro)
  • Cyclo-L-tryptophyl-L-proline
  • Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(1H-indol-3-ylmethyl)-, (3S,8aS)-
  • Trp-Pro-diketopiperazine Eptifibatide
  • Bacterial,Inhibitor,PI3K,Brevianamide F,antibacterial,PI3Kα,inhibit,Phosphoinositide 3-kinase,mycotoxin
  • Eptifibatide Impurity 11
  • L-Prolyl-L-tryptophan anhydride
  • Brevianamide F, 10 mM in DMSO
  • c(Trp-Pro)
  • 38136-70-8